反应详情

温度

70 °C

A 4.2 g. portion of 9-carbamoylfluorene was dissolved in 300 ml. of dioxane at 45° C. To the solution was added 0.4 ml. of Triton B (40% benzyltrimethylammonium hydroxide in methanol) and 1.1 g. of acrylonitrile. The reaction mixture was stirred at 70° C. for one hour and was then allowed to cool to ambient temperature and stand overnight. The dioxane was removed under vacuum, and the remaining oil was taken up in ethyl acetate/water. The layers were separated, and the organic layer was washed three times with water and once with saturated sodium chloride solution. The organic layer was then dried over magnesium sulfate, filtered and evaporated under vacuum to a foam, which was taken up in dichloromethane. The solution was boiled, and hexane was added until crystallization occurred. The mixture was chilled overnight, and the crystals were collected by filtration. The crystals were washed with hexane and dried under vacuum at 40° to obtain 3.2 g. of the desired product, m.p. 148°-152°, with sintering at 143°.

1. customat 45° C
2. additionTo the solution was added 0.4 ml
3. temperatureto cool to ambient temperature
4. waitstand overnight
5. customThe dioxane was removed under vacuum
6. customThe layers were separated
7. washthe organic layer was washed three times with water
8. dry with materialThe organic layer was then dried over magnesium sulfate
9. filtrationfiltered
10. customevaporated under vacuum to a foam, which
11. additionhexane was added until crystallization
12. temperatureThe mixture was chilled overnight
13. filtrationthe crystals were collected by filtration
14. washThe crystals were washed with hexane
15. customdried under vacuum at 40°
16. customto obtain 3.2 g